EP3260525B1 - Method for producing metal-supported zeolite for alcoholic beverages, and method for producing alcoholic beverages - Google Patents

Method for producing metal-supported zeolite for alcoholic beverages, and method for producing alcoholic beverages Download PDF

Info

Publication number
EP3260525B1
EP3260525B1 EP16752441.2A EP16752441A EP3260525B1 EP 3260525 B1 EP3260525 B1 EP 3260525B1 EP 16752441 A EP16752441 A EP 16752441A EP 3260525 B1 EP3260525 B1 EP 3260525B1
Authority
EP
European Patent Office
Prior art keywords
zeolite
ion
silver
metal
supported
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
EP16752441.2A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP3260525A1 (en
EP3260525A4 (en
Inventor
Shun FUKASAWA
Yoshimi Kawashima
Narinobu Kagami
Kenji Hosoi
Toshikazu Sugimoto
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nikka Whisky Distilling Co Ltd
Idemitsu Kosan Co Ltd
Original Assignee
Nikka Whisky Distilling Co Ltd
Idemitsu Kosan Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nikka Whisky Distilling Co Ltd, Idemitsu Kosan Co Ltd filed Critical Nikka Whisky Distilling Co Ltd
Publication of EP3260525A1 publication Critical patent/EP3260525A1/en
Publication of EP3260525A4 publication Critical patent/EP3260525A4/en
Application granted granted Critical
Publication of EP3260525B1 publication Critical patent/EP3260525B1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/16—Alumino-silicates
    • B01J20/18—Synthetic zeolitic molecular sieves
    • B01J20/186—Chemical treatments in view of modifying the properties of the sieve, e.g. increasing the stability or the activity, also decreasing the activity
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/16—Alumino-silicates
    • B01J20/18—Synthetic zeolitic molecular sieves
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J20/28078—Pore diameter
    • B01J20/2808—Pore diameter being less than 2 nm, i.e. micropores or nanopores
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B01J20/3085—Chemical treatments not covered by groups B01J20/3007 - B01J20/3078
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • B01J29/084—Y-type faujasite
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • B01J29/10—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing iron group metals, noble metals or copper
    • B01J29/12—Noble metals
    • B01J29/126—Y-type faujasite
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/64—Pore diameter
    • B01J35/643—Pore diameter less than 2 nm
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/66—Pore distribution
    • B01J35/67—Pore distribution monomodal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/30—Ion-exchange
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/026—After-treatment
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/04—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof using at least one organic template directing agent, e.g. an ionic quaternary ammonium compound or an aminated compound
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/20—Faujasite type, e.g. type X or Y
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/20—Faujasite type, e.g. type X or Y
    • C01B39/24—Type Y
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12G—WINE; PREPARATION THEREOF; ALCOHOLIC BEVERAGES; PREPARATION OF ALCOHOLIC BEVERAGES NOT PROVIDED FOR IN SUBCLASSES C12C OR C12H
    • C12G3/00—Preparation of other alcoholic beverages
    • C12G3/08—Preparation of other alcoholic beverages by methods for altering the composition of fermented solutions or alcoholic beverages not provided for in groups C12G3/02 - C12G3/07
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12H—PASTEURISATION, STERILISATION, PRESERVATION, PURIFICATION, CLARIFICATION OR AGEING OF ALCOHOLIC BEVERAGES; METHODS FOR ALTERING THE ALCOHOL CONTENT OF FERMENTED SOLUTIONS OR ALCOHOLIC BEVERAGES
    • C12H1/00—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages
    • C12H1/02—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material
    • C12H1/04—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material with the aid of ion-exchange material or inert clarification material, e.g. adsorption material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10—After treatment, characterised by the effect to be obtained
    • B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
    • B01J2229/186—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself not in framework positions

Definitions

  • the present invention relates to a method for producing a metal-supported zeolite for alcoholic beverages for removing unwanted components contained in alcoholic beverages, and a method for producing an alcoholic beverage using the metal-supported zeolite for alcoholic beverages.
  • Some alcoholic beverages are, while stored in barrels, matured for at least 4 to 6 years, generally for 7 to 10 years, but for a longer period of time of about 20 years, like whisky.
  • raw whisky may be absorbed by barrels or may evaporate through barrels, and therefore the amount of the stored raw whisky naturally decreases. Consequently, prolongation of the storage period causes increase in product loss, from the viewpoint of production efficiency.
  • a method of proactively removing unwanted components for alcoholic beverages for example, unmatured components such as sulfur compounds and the like, precipitated components to form in a cold season, unpleasant odor components and others, from alcoholic beverages instead of waiting for spontaneous change thereof to occur during storage, is taken into consideration.
  • a method of removing unwanted components from alcoholic beverages for example, there have already been proposed a method of bringing alcoholic beverages into contact with an adsorbent prepared by processing silica with an organic silane compound (see PTL 1), a method of bringing alcoholic beverages into contact with activated carbon (see PTL 2), a method of using an ion-exchange resin (see PTL 3), a method of using metal particles and a resin layer (see PTL 4), etc.
  • a metal-supported, especially silver or copper oxide-supported adsorbent is preferred from the viewpoint of selectively removing unmatured components such as sulfur compounds, etc.
  • adsorbents often remove even flavor components.
  • metal components may aggregate, and for example, silver may be released in alcoholic beverages on a level unsuitable for edible use.
  • JP 63-137668A relates to a method of purifying a distilled liquor comprising contacting it with an adsorbent consisting of silica treated with an organic silane compound. The process is carried out preferably by using a fixed-bed flow-type adsorption column.
  • JP 03-187374A relates to activated charcoal containing pores having a diameter in the range of 10 ⁇ to 20 ⁇ that is added to distilled liquor (e.g. whiskey) that is matured in a barrel, to remove impurities without affecting colour and flavour of the liquor.
  • distilled liquor e.g. whiskey
  • JP 2004-222567A relates to a method for refining an alcoholic beverage comprising using a single bed-type column obtained by regenerating a strongly basic anion exchange resin packed therein with sodium chloride followed by sodium bisulfite and a sulfite-trapping column obtained by regenerating a strongly basic anion exchange resin packed therein with sodium chloride alone, and passing the alcoholic beverage through the single bed-type column followed by the sulfite-trapping column.
  • JP 2012-016321A relates to method to quickly remove malodor (gas odor) contained in distilled unrefined liquor (distillate) just after distillation without storing the same in a storage tank, and an associated device.
  • the device includes a copper column having a copper granule layer formed with a plurality of the copper granules.
  • US 3,130,006A relates to decationised crystal zeolite alumino-silicates of the molecular sieve type and to methods of their preparation.
  • US 2007/167530A1 relates to a method of reducing the concentration of sulfur and/or a sulfur-containing compound in a biochemically prepared organic compound by bringing the respective organic compound into contact with an adsorbent.
  • WO 2015/098762A1 relates to a method and device for efficiently removing an unwanted component included in a beverage using a metal-supported zeolite.
  • CN 86 107 014A relates to a processing method for white spirts using an adsorption column filled with a certain ion-exchanged zeolite catalysts, in order to achieve a catalytic aging.
  • the flavour of the treated spirits is alleged to be the same as that of the natural aged white spirits.
  • JP 2006-036616A relates to a method for manufacturing a metal ion-exchange zeolite suitable to be used for an adsorbent for removing a sulfur compound capable of efficiently removing the sulfur compound from a hydrocarbon fuel or a dimethyl ether fuel to a low content even at room temperature.
  • the method comprises carrying out metal ion-exchange of a type Y zeolite containing sodium of 0.5-5 mass% by using a solution which desirably contains metal ammine complex ions in order to cause the zeolite to carry the resulting metal.
  • the present invention is to provide a method for producing a metal-supported zeolite for alcoholic beverages capable of efficiently removing unwanted components contained in alcoholic beverages to thereby reduce silver release and the metal-supported zeolite for alcoholic beverages, and to provide a method for producing alcoholic beverages using the metal-supported zeolite for alcoholic beverages.
  • the present inventors have found that, when an alcoholic beverage is made to pass through a specific metal-supported zeolite, unwanted components contained in the alcoholic beverage can be removed, and accordingly the above-mentioned problems can be solved.
  • the present invention is a method for producing a metal-supported zeolite for alcoholic beverages for removing at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in alcoholic beverages as defined in the attached claims.
  • the invention also relates to a method for producing an alcoholic beverage as defined in the attached claims, comprising a purifying step of purifying the alcoholic beverage, wherein: in the purifying step, at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in the alcoholic beverage is removed by the metal-supported zeolite for alcoholic beverage obtained by the method of claim 1 as attached.
  • a method for producing a metal-supported zeolite for alcoholic beverages capable of efficiently removing at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in alcoholic beverages and capable of reducing silver release, and a method for producing alcoholic beverages using the metal-supported zeolite for alcoholic beverages.
  • Fig. 1 is a graphic showing the results of ultraviolet-visible absorption spectroscopy of the shaped bodies obtained in Examples and the shaped bodies obtained in Comparative Examples.
  • the method for producing a metal-supported zeolite for alcoholic beverages of the present invention is a method for producing a metal-supported zeolite for alcoholic beverages for removing at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in alcoholic beverages, and includes a first ion-exchange treatment step of processing a zeolite carrying a metal ion with an ammonium ion-containing aqueous solution to thereby exchange the metal ion in the zeolite for an ammonium ion, the zeolite containing a sodium Y-type zeolite in an amount of 80% by mass or more based on the total mass of the metal-supported zeolite for alcoholic beverages, and a second ion-exchange treatment step of processing the ammonium ion-supported zeolite obtained in the previous ion-exchange treatment step with a silver ion-containing acidic aqueous solution to thereby exchange the ammoni
  • a metal ion is supported inside the crystal of zeolite through ion exchange.
  • the metal ion that is finally supported by zeolite is a silver (hereinafter this may be expressed as Ag) ion.
  • the concentration of the aqueous ammonium nitrate solution is 1% by mass or more and 50% by mass or less, preferably 3% by mass or more and 20% by mass or less, more preferably 5% by mass or more and 10% by mass or less.
  • the temperature condition is 0°C or higher and 100°C or lower, preferably 20°C or higher and 80°C or lower, more preferably 40°C or higher and 60°C or lower.
  • the processing time is 1 hour or more and 10 hours or less, preferably 2 hours or more and 8 hours or less, more preferably 3 hours or more and 5 hours or less.
  • the metal ion in zeolite is exchanged for an ammonium ion, and accordingly, in the second ion-exchange treatment step, the dispersibility in zeolite of the silver ion to be ion-exchanged can be enhanced.
  • the concentration of the aqueous silver nitrate solution to be used is 1% by mass or more and 50% by mass or less, preferably 3% by mass or more and 25% by mass or less, more preferably 5% by mass or more and 15% by mass or less.
  • the silver ion-containing aqueous solution becomes basic, in general, it forms a precipitate.
  • a complex ion with an ammonium ion For dissolving silver in a basic aqueous solution, for example, a complex ion with an ammonium ion must be formed.
  • an ion such as an ammonium ion exists, there occurs competing ion exchange in an ion-exchange treatment step and the silver ion-supported amount lowers. Consequently, the silver ion-containing aqueous solution for use for ion exchange is preferably an acidic aqueous solution.
  • the temperature condition is 0°C or higher and 100°C or lower, preferably 20°C or higher and 80°C or lower, more preferably 40°C or higher and 60°C or lower.
  • the time is 1 hour or more and 10 hours or less, preferably 2 hours or more and 8 hours or less, more preferably 3 hours or more and 5 hours or less.
  • the operation of the first ion-exchange treatment step and the second ion-exchange treatment step may be repeated plural times.
  • any other metal ion than an ammonium ion may be contained
  • any other metal ion than a silver ion may be contained.
  • the silver ion-supported zeolite may be washed with water or the like and may be dried at a temperature of 50°C or higher, preferably 50°C or higher and 200°C or lower or so. After dried, the zeolite may be further calcined at a temperature of 500°C or lower, preferably 200°C or higher and 500°C or lower or so, for a few hours.
  • the metal-supported zeolite for alcoholic beverages that is obtained according to the production method is for removing at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in alcoholic beverages.
  • Those unwanted components to be removed are components that detract from the taste of alcoholic beverages, mainly including unappetizing components.
  • the metal-supported zeolite for alcoholic beverages obtained according to the production method removes the above-mentioned unwanted components contained in alcoholic beverages, but can leave flavor components such as higher alcohols, fusels, esters and the like in alcoholic beverages.
  • the targeted alcoholic beverages are not specifically limited, and the present invention is applicable to all kinds of alcoholic beverages.
  • the present invention is applicable to all kinds of distilled alcoholic beverages such as whisky, brandy, gin, vodka, tequila, rum, white sake, arrack, etc.
  • the present invention is also applicable to all kinds of brewed alcoholic beverages and mixed liquors such as refined sake, beer, wine, fortified wine, Chinese alcoholic beverages, etc.
  • refined sake is favorably used.
  • the present invention is applicable to all kinds of shochu including barley shochu, rice shochu, sweet potato shochu, kokutoshu (distilled liquor made from brown sugar), buckwheat shochu, corn shochu, kasutori shochu (shochu made from sake lees), awamori (a kind of shochu made in Okinawa), etc.
  • the metal ion supported by the metal-supported zeolite for alcoholic beverages to be obtained according to the production method is silver.
  • ions of at least one metal element selected from copper, zinc, nickel, iron, cerium, lanthanum, zirconium and titanium may be contained in the metal-supported zeolite for alcoholic beverages.
  • the metal-supported zeolite for alcoholic beverages to be obtained according to the production method of this embodiment is obtained through exchange of a sodium ion for a silver ion on a sodium Y-type zeolite as a carrier, based on the above-mentioned production method.
  • the metal ion is a mononuclear ion
  • the sodium ion in zeolite is readily exchanged for the mononuclear ion. Accordingly, the metal ion is readily supported in zeolite, and the sodium ion amount remaining in zeolite is small. In this manner, zeolite where the sodium ion amount remaining therein is small has a high activity for adsorption of sulfur compounds.
  • the metal ion when the metal ion is a cluster ion, it is hardly exchanged for the sodium ion in zeolite. Consequently, the metal ion is hardly supported in the zeolite carrier and the amount of the sodium ion remaining in zeolite is large. Namely, zeolite where the sodium ion amount remaining therein is large has a low activity for adsorption of sulfur compounds.
  • the metal ion to be ion-exchanged in the next stage is in a mononuclear state and is readily ion-exchanged.
  • the ammonium ion in the zeolite that has been ion-exchange for an ammonium ion is exchanged for a metal ion, the resultant zeolite can have a high activity for adsorption of sulfur compounds.
  • zeolite in which the Si/Al ratio therein is high and the sodium ion amount is small in advance such as an ultrastable Y zeolite (USY zeolite), can have a small sodium ion amount that can be exchanged for a metal ion even when the metal ion exists as a mononuclear ion, and therefore it is considered that the zeolite of the type has a low activity for adsorption of sulfur compounds.
  • USY zeolite ultrastable Y zeolite
  • the sodium ion amount capable of being exchanged for a metal ion is naturally too small, and therefore the zeolite of the type has little room for exchange for a metal ion, and could not have a sufficient activity for adsorption of sulfur compounds.
  • the Na 2 O content is 0.6% by mass or more and 6.5% by mass or less, more preferably 0.7% by mass or more and 6.0% by mass or less.
  • the amount of the silver ion supported by the metal-supported zeolite for alcoholic beverages according to this embodiment is preferably 10% or more and 20% or less. When the amount is less than 10%, the required desulfurization activity could not be realized. When the amount is more than 20%, the amount of the silver ion to be released increases unfavorably.
  • the amount of silver supported therein is 0.15 g or more relative to 1 g of the carrier zeolite and the use ratio regarding silver is 85% or more.
  • Use ratio % silver ⁇ supported amount in terms of an oxide thereof in zeolite / silver charged amount in terms of an oxide thereof theoretical value ⁇ 100
  • the silver-supported amount in terms of an oxide thereof in zeolite is quantified using an ICP emission spectrometer, 720-ES manufactured by Agilent Technologies, Inc. in the above formula.
  • the use ratio is 85% or more, a larger amount of silver can be supported on zeolite, and consequently the loss ratio relative to the introduced silver can be reduced therefore resulting in production cost reduction and realizing an increased desulfurization performance.
  • the metal-supported zeolite for alcoholic beverages gives an absorption peak at least between 180 nm and 250 nm in ultraviolet-visible absorption spectroscopy (UV-VIS).
  • UV-VIS ultraviolet-visible absorption spectroscopy
  • the absorption peak observed between 180 nm and 250 nm belongs to a mononuclear ion of silver.
  • an absorption peak is observed between 180 nm and 250 nm, and this means that the zeolite contains a mononuclear ion of silver, and when the intensity of the absorption peak is large, the amount of the mononuclear metal ion in the zeolite is large and the amount of the metal supported therein is large. Namely, this means that the zeolite of the type has a high ability to absorb sulfur compounds.
  • the metal-supported zeolite for alcoholic beverages gives an absorption peak between 210 nm ⁇ 10 nm and between 250 and 270 nm and the heights of the two peaks, UV1 (height of the absorption peak between 250 and 270 nm) and UV2 (height of the absorption peak between 210 nm ⁇ 10 nm) satisfy (UV1/UV2) ⁇ 0.2.
  • the ultraviolet-visible absorption spectra of the metal-supported zeolite for alcoholic beverages is measured using a diffuse reflection method in a measurement range of 800 to 200 nm.
  • the absorption peak observed between 210 nm ⁇ 10 nm belongs to a mononuclear silver ion.
  • the absorption peak observed between 250 and 270 nm belongs to a silver cluster ion.
  • An absorption peak observed between 210 nm ⁇ 10 nm in ultraviolet-visible absorption spectroscopy of the metal-supported zeolite for alcoholic beverage means that the zeolite contains a mononuclear silver ion, and a large intensity of the absorption peak means that the zeolite contains a large amount of a mononuclear metal ion.
  • the absorption peak heights (intensities) between 210 nm ⁇ 10 nm and between 250 and 270 nm, UV2 (height of the absorption peak between 210 nm ⁇ 10 nm) and UV1 (height of the absorption peak between 250 and 270 nm) satisfy (UV1/UV2) ⁇ 0.2, this means that, in the zeolite of the type, the amount of the mononuclear silver ion is larger than that of the silver cluster ion, and that the absorption performance of the zeolite for sulfur compounds at low temperature (room temperature) is enhanced.
  • the carrier that constitutes the metal-supported zeolite for alcoholic beverages is mainly a zeolite having 12-membered or 10-membered micropores.
  • a zeolite having micropores smaller than these (8-membered micropores, etc.) unappetizing components of organic compounds could not diffuse in the micropores, and therefore the zeolite of the type is unsuitable as it could not exhibit a removal performance.
  • a zeolite having micropores larger than the above (14-membered micropores, etc.) requires a production method that needs a specific structure-regulatory agent, and is therefore unsuitable since the zeolite itself is extremely expensive.
  • zeolite having 12-membered or 10-membered micropores a zeolite having an FAU or BEA structure is preferred, and a zeolite having an FAU structure is especially preferred.
  • the zeolite having an FAU structure is grouped into an X-type zeolite and a Y-type zeolite depending on the elementary ratio of Si and Al therein.
  • the zeolite is one that contains a sodium Y-type zeolite in an amount of 80% by mass or more based on the total mass of the metal-supported zeolite for alcoholic beverages.
  • compositional formula of the zeolite having an FAU structure is Na n Al n Si 192-n O 384 ⁇ xH 2 O.
  • n 48 to 76 is a Y-type zeolite
  • n 77 to 96 is an X-type zeolite.
  • the BET specific surface area of the zeolite as a carrier to constitute the metal-supported zeolite for alcoholic beverages is preferably 500 m 2 /g or more and 900 m 2 /g or less, more preferably 550 m 2 /g or more and 850 m 2 /g or less.
  • the micropore volume of the zeolite is preferably 0.05 cc/g or more and 0.40 cc/g or less, more preferably 0.10 cc/g or more and 0.35 cc/g or less.
  • the mean particle size of the zeolite is preferably 0.1 mm or more and 5 mm or less, more preferably 0.3 mm or more and 3 mm or less, even more preferably 0.5 mm or more and 2 mm or less.
  • the metal-supported zeolite for alcoholic beverage obtained according to the production method may be shaped along with a binder component added thereto.
  • the binder component is added in an amount of preferably 5% by mass or more and 50% by mass or less, more preferably 10% by mass or more and 30% by mass or less, based on the total amount of the metal-supported zeolite for alcoholic beverages, and then the resultant is shaped.
  • alumina, silica or the like is preferred. From the viewpoint of facilitating shaping, a clay mineral such as bentonite, vermiculite or the like, or an organic additive such as cellulose or the like may be further added.
  • the above-mentioned binder component may be added to zeolite and then shaped into a metal-supported zeolite for alcoholic beverage, according to an ordinary method such as extrusion molding, tabletting, rotary granulation, spray drying or the like.
  • the production method for alcoholic beverages of the present invention includes a purification step for purifying alcoholic beverages, and in the purification step, at least one component selected from dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide contained in alcoholic beverages are removed by the use of the above-mentioned metal-supported zeolite for alcoholic beverages.
  • the purification condition where the metal-supported zeolite for alcoholic beverages is used is as follows.
  • concentration of sulfur compounds in raw whisky is 100 ppm by volume or less
  • desulfurization with the above-mentioned metal-supported zeolite for alcoholic beverages is applicable thereto.
  • concentration of sulfur compounds is preferably 10 ppm by volume or less.
  • the temperature range is -50°C or higher and 150°C or lower, preferably -50°C or higher and 120°C or lower, more preferably -20°C or higher and 100°C or lower.
  • the range of the liquid-hourly space velocity (LHSV) is 0.1 h -1 or more and 100 h -1 or less, more preferably 0.5 or more and 50 h -1 or less, even more preferably 1 or more and 30 h -1 or less.
  • the components of the alcoholic beverage under test to be mentioned below were analyzed according to the following method.
  • the amount of silver supported on a metal-supported zeolite for alcoholic beverages was quantitatively determined using an ICP emission spectrometer, 720-ES manufactured by Agilent Technologies, Inc.
  • the amount of supported silver is an amount of supported silver in terms of a silver oxide thereof (the same shall apply hereinunder).
  • an alkali fusion method was employed for pretreatment for forming a metal-supported zeolite for alcoholic beverages into an aqueous solution thereof.
  • Use ratio regarding silver was calculated according to the following expression, using the value of the amount of silver supported on a metal-supported zeolite for alcoholic beverages quantified as above.
  • Use ratio % silver ⁇ supported amount in terms of an oxide thereof in zeolite / charged amount in terms of an oxide thereof theoretical value ⁇ 100
  • the desulfurization ratio (%) was calculated according to the following expression.
  • Desulfurization Ratio sulfur compound concentration before test ⁇ sulfur compound concentration after desulfurization / sulfur compound concentration before test ⁇ 100
  • the sample was analyzed in a measurement range of 800 to 200 nm.
  • Silver solubility was determined as follows. First, an aqueous solution after desulfurization was subjected to pretreatment of sulfuric acid treatment and ashing treatment in that order, and then formed into a homogeneous aqueous solution according to an alkali fusion method. Silver contained in the aqueous solution was quantified using an ICP emission spectrometer (720-ES, manufactured by Agilent Technologies, Inc.).
  • Desulfurizing agents were produced in the following Production Examples 1 to 5.
  • a mean particle size of a commercial product, sodium Y-type zeolite shaped body (manufactured by Tosoh Corporation, HSZ-320NAD1A) was regulated by grounding it so that it has a mean particle size of 1.0 to 1.5 mm.
  • 264 g of ammonium nitrate was dissolved in 3.3 L of water, 1 kg of the zeolite was put thereinto, and the liquid was stirred for 3 hours for ion-exchange treatment to give an NH 4 Y-type zeolite.
  • a mean particle size of a commercial product, sodium Y-type zeolite shaped body (manufactured by Tosoh Corporation, HSZ-320NAD1A) was regulated by grounding it so that it has a mean particle size of 1.0 to 1.5 mm.
  • One kg of the sodium Y-type zeolite was put into an aqueous silver nitrate solution prepared by dissolving 394 g of silver nitrate in 3 L of water, and the liquid was stirred for 3 hours for silver ion-exchange, and further washed with water and dried. Subsequently, this was calcined at 400°C for 3 hours to produce an AgY-type zeolite 2.
  • a mean particle size of a commercial product, sodium Y-type zeolite shaped body (manufactured by Tosoh Corporation, HSZ-320NAD1A) was regulated by grounding it so that it has a mean particle size of 1.0 to 1.5 mm.
  • 264 g of ammonium nitrate was dissolved in 3.3 L of water, 1 kg of the zeolite was put thereinto, and the liquid was stirred for 3 hours for ion-exchange treatment to give an NH 4 Y-type zeolite.
  • a mean particle size of a commercial product, sodium Y-type zeolite shaped body (manufactured by Tosoh Corporation, HSZ-320NAD1A) was regulated by grounding it so that it has a mean particle size of 1.0 to 1.5 mm.
  • 264 g of ammonium nitrate was dissolved in 3.3 L of water, 1 kg of the zeolite was put thereinto, and the liquid was stirred for 3 hours for ion-exchange treatment to give an NH 4 Y-type zeolite.
  • a mean particle size of a commercial product, NaX-type zeolite shaped body (manufactured by Tosoh Corporation, Zeolum F-9) was regulated by grounding it so that it has a mean particle size of 1.0 to 1.5 mm. 528 g of ammonium nitrate was dissolved in 3.3 L of water, 1 kg of the zeolite was put thereinto, and the liquid was stirred for 3 hours for ion-exchange treatment to give an NH 4 X-type zeolite.
  • Whisky (malt whisky (alcohol content 62%)) was made to pass through the AgY-type zeolite 1 obtained in Production Example 1, and based on the above-mentioned evaluation test, the components before and after the liquid passing were compared. Whisky before the treatment contained 1.7816 ppm of DMS and 0.4226 ppm of DMDS. The results are shown in Table 1.
  • Whisky (malt whisky (alcohol content 62%)) was made to pass through the AgY-type zeolite 3 obtained in Production Example 3, and based on the evaluation test, the components before and after the liquid passing were compared. Whisky before the treatment contained 1.7816 ppm of DMS and 0.4226 ppm of DMDS. The results are shown in Table 1.
  • Whisky (malt whisky (alcohol content 62%)) was made to pass through the AgY-type zeolite 2 obtained in Comparative Production Example 2, and based on the above-mentioned evaluation test, the components before and after the liquid passing were compared. The results are shown in Table 1.
  • Whisky (malt whisky (alcohol content 62%)) was made to pass through the AgY-type zeolite 4 obtained in Comparative Production Example 4, and based on the above-mentioned evaluation test, the components before and after the liquid passing were compared. The results are shown in Table 1.
  • Whisky (malt whisky (alcohol content 62%)) was made to pass through the AgX-type zeolite 1 obtained in Comparative Production Example 5, and based on the above-mentioned evaluation test, the components before and after the liquid passing were compared. The results are shown in Table 1.
  • Example 1 The shaped body obtained in Example 1 and the shaped body obtained in Comparative Example 1 were analyzed through ultraviolet-visible absorption spectroscopy as mentioned above. The results are shown in Fig. 1 .
  • the silver ion-exchanged Y-type zeolite shaped bodies obtained in Example 1 and Example 2 gave a peak at around 210 nm, but did not almost give a peak at around 270 nm that was observed in Comparative Example 1.
  • the peak intensity ratio of the absorption peak at around 270 nm to the absorption peak at around 210 nm was 0.18 to 0.19.
  • the silver ion-exchanged Y-type zeolite shaped body obtained in Comparative Example 1 gave a large absorption peak at around 210 nm and at around 270 nm in ultraviolet-visible absorption spectroscopy.
  • the peak intensity ratio of the absorption peak at around 270 nm to the absorption peak at around 210 nm was 0.63.
  • the X-type zeolite in Comparative Example 3 showed a behavior to increase the absorption at around 280 nm. This is considered to be derived from the X-type zeolite and the binder constituting the carrier to support the silver ion.
  • the peak intensity ratio of the absorption peak at around 270 nm to the absorption peak at around 210 nm was more than 0.2.
  • the DMS desulfurization ratio and the DMDS desulfurization ratio were lower than those in Examples 1 and 2.
  • the zeolite shaped bodies of Examples wherein, in ultraviolet-visible absorption spectroscopy, the height of the absorption peak UV1 observed between 250 and 270 nm and the height of the absorption peak UV2 observed between 210 nm ⁇ 10 nm satisfy (UV1/UV2) ⁇ 0.2, the amount of the supported silver ion in terms of an oxide thereof is 10% or more and 20% or less, the silver-supported amount is 0.15 g or more relative to 1 g of zeolite, and the use ratio regarding silver is 85% or more, can satisfy both increased desulfurization performance and reduced silver release.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Geology (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Nanotechnology (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Silicates, Zeolites, And Molecular Sieves (AREA)
  • Alcoholic Beverages (AREA)
  • Distillation Of Fermentation Liquor, Processing Of Alcohols, Vinegar And Beer (AREA)
  • Catalysts (AREA)
EP16752441.2A 2015-02-16 2016-02-15 Method for producing metal-supported zeolite for alcoholic beverages, and method for producing alcoholic beverages Active EP3260525B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2015027861A JP6335813B2 (ja) 2015-02-16 2015-02-16 酒類用金属担持ゼオライトの製造方法、酒類用金属担持ゼオライト、及び酒類の製造方法
PCT/JP2016/054321 WO2016133055A1 (ja) 2015-02-16 2016-02-15 酒類用金属担持ゼオライトの製造方法、酒類用金属担持ゼオライト、及び酒類の製造方法

Publications (3)

Publication Number Publication Date
EP3260525A1 EP3260525A1 (en) 2017-12-27
EP3260525A4 EP3260525A4 (en) 2018-08-01
EP3260525B1 true EP3260525B1 (en) 2022-05-11

Family

ID=56689269

Family Applications (1)

Application Number Title Priority Date Filing Date
EP16752441.2A Active EP3260525B1 (en) 2015-02-16 2016-02-15 Method for producing metal-supported zeolite for alcoholic beverages, and method for producing alcoholic beverages

Country Status (6)

Country Link
US (1) US11452985B2 (ja)
EP (1) EP3260525B1 (ja)
JP (1) JP6335813B2 (ja)
CA (1) CA2976420C (ja)
TW (1) TWI702981B (ja)
WO (1) WO2016133055A1 (ja)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2934793C (en) 2013-12-25 2021-07-20 Idemitsu Kosan Co., Ltd. Metal-carrying zeolite for alcoholic beverages and alcoholic beverage manufacturing method
KR102185127B1 (ko) * 2020-02-12 2020-12-01 쿠팡 주식회사 재고를 관리하는 방법 및 그 장치

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT642040A (ja) * 1959-12-30 1900-01-01
JPS4822393B1 (ja) 1969-02-20 1973-07-05
JPS55144879A (en) * 1979-04-26 1980-11-12 Wataru Sakai Removal of stale smell unique to refined sake
JPS63116685A (ja) * 1986-11-05 1988-05-20 Jgc Corp 蒸留酒の品質改善法
CN1008115B (zh) * 1986-11-06 1990-05-23 南开大学 使白酒催化老熟的方法
JPS63137668A (ja) 1986-11-28 1988-06-09 Jgc Corp 蒸留酒の品質改善方法
JPS645481A (en) * 1987-06-30 1989-01-10 Jgc Corp Method for improving quality of brewed liquor
JPH0284957A (ja) * 1988-09-22 1990-03-26 Shinagawa Nenryo Kk 吸水性材料
JPH03187374A (ja) 1989-12-15 1991-08-15 Jgc Corp 蒸溜酒の寒冷混濁原因物質除去方法及びその吸着剤
JPH0437604A (ja) * 1990-05-31 1992-02-07 Kanebo Ltd ゼオライトをイオン交換する方法
US5206196A (en) 1990-12-18 1993-04-27 Tosoh Corporation Catalyst for purifying exhaust gas
JPH04219143A (ja) * 1990-12-18 1992-08-10 Tosoh Corp 排ガス浄化触媒
JPH06239713A (ja) * 1993-02-16 1994-08-30 Kanebo Ltd 抗菌性ゼオライト及びその製造法
US5916836A (en) 1996-12-27 1999-06-29 Tricat Management Gmbh Method of manufacture of molecular sieves
JP4358525B2 (ja) 2003-01-22 2009-11-04 ニッカウヰスキー株式会社 酒類の精製方法
DE10361508A1 (de) 2003-12-23 2005-07-28 Basf Ag Verfahren zur Abreicherung von Schwefel und/oder schwefelhaltigen Verbindungen aus einer biochemisch hergestellten organischen Verbindung
JP2006036616A (ja) * 2004-07-30 2006-02-09 Idemitsu Kosan Co Ltd ゼオライトの製造方法及び該ゼオライトを含む硫黄化合物除去用吸着剤
JP4722429B2 (ja) * 2004-08-20 2011-07-13 出光興産株式会社 金属担持ゼオライト成型体の製造方法及び該ゼオライトを含有する硫黄化合物除去用吸着剤
JP2012016321A (ja) 2010-07-09 2012-01-26 J Science Nishinihon:Kk 飲料の悪臭除去装置および悪臭除去方法、蒸留酒の製造方法
JP6317909B2 (ja) 2013-10-25 2018-04-25 出光興産株式会社 金属担持ゼオライト成型体、金属担持ゼオライト成型体の製造方法、硫黄化合物除去用吸着剤、水素の製造方法、及び燃料電池システム
CA2934793C (en) * 2013-12-25 2021-07-20 Idemitsu Kosan Co., Ltd. Metal-carrying zeolite for alcoholic beverages and alcoholic beverage manufacturing method
WO2015098762A1 (ja) * 2013-12-25 2015-07-02 ニッカウヰスキー株式会社 飲料に含まれる不要成分を除去する方法及び装置

Also Published As

Publication number Publication date
TWI702981B (zh) 2020-09-01
JP2016150281A (ja) 2016-08-22
JP6335813B2 (ja) 2018-05-30
US20180036711A1 (en) 2018-02-08
US11452985B2 (en) 2022-09-27
CA2976420C (en) 2023-02-14
EP3260525A1 (en) 2017-12-27
CA2976420A1 (en) 2016-08-25
EP3260525A4 (en) 2018-08-01
WO2016133055A1 (ja) 2016-08-25
TW201636097A (zh) 2016-10-16

Similar Documents

Publication Publication Date Title
US10557110B2 (en) Metal-carrying zeolite for alcoholic beverages and alcoholic beverage manufacturing method
JP6994074B2 (ja) 飲料に含まれる不要成分を除去する方法及び装置
EP3260525B1 (en) Method for producing metal-supported zeolite for alcoholic beverages, and method for producing alcoholic beverages
EP1699539A1 (de) Verfahren zur abreicherung von schwefel und/oder schwefelhaltigen verbindungen aus einer biochemisch hergestellten organischen verbindung
CN104646073A (zh) 一种加氢催化剂载体
JP6566333B2 (ja) 酒類用金属担持ゼオライトの製造方法、酒類用金属担持ゼオライト、及び酒類の製造方法
CN1015065B (zh) 白酒的降度兼催化老熟的方法
CN101798525A (zh) 一种柴油的氧化脱硫方法
JP2017006025A (ja) 飲料の精製方法、及び飲料処理用金属担持イオン交換樹脂
RU2163623C1 (ru) Способ переработки низкооктановых бензиновых фракций
KR20170053203A (ko) 위스키의 제조방법

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20170804

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
A4 Supplementary search report drawn up and despatched

Effective date: 20180704

RIC1 Information provided on ipc code assigned before grant

Ipc: C12G 3/08 20060101ALI20180628BHEP

Ipc: C12H 1/04 20060101AFI20180628BHEP

Ipc: B01J 20/18 20060101ALI20180628BHEP

Ipc: C01B 39/24 20060101ALI20180628BHEP

Ipc: C12G 3/02 20060101ALI20180628BHEP

Ipc: B01J 20/30 20060101ALI20180628BHEP

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20200103

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20211221

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

RAP3 Party data changed (applicant data changed or rights of an application transferred)

Owner name: THE NIKKA WHISKY DISTILLING CO., LTD

Owner name: IDEMITSU KOSAN CO., LTD

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1491445

Country of ref document: AT

Kind code of ref document: T

Effective date: 20220515

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602016072029

Country of ref document: DE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG9D

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20220511

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1491445

Country of ref document: AT

Kind code of ref document: T

Effective date: 20220511

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220912

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220811

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220812

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220811

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220911

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602016072029

Country of ref document: DE

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

26N No opposition filed

Effective date: 20230214

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20230221

Year of fee payment: 8

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

P01 Opt-out of the competence of the unified patent court (upc) registered

Effective date: 20230522

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 602016072029

Country of ref document: DE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20230228

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230215

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20220511

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230901

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IE

Payment date: 20240220

Year of fee payment: 9

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20240219

Year of fee payment: 9